دوپامین

Key facts

Drug.IUPAC_name

4-(2-Aminoethyl)benzene-1,2-diol

Drug.image

Dopamine.svg

Drug.image_class

skin-invert-image

Drug.alt

Dopamine structure

Drug.caption

Skeletal formula of dopamine

Drug.image2

Dopamine-based-on-xtal-3D-bs-17.png

Drug.image_class2

bg-transparent

Drug.caption2

Ball-and-stick model of the dopamine molecule as found in solution. In the solid state, dopamine adopts a zwitterionic form.

Drug.source_tissues

Substantia nigra; ventral tegmental area; many others

Drug.target_tissues

System-wide

Drug.receptors

D1, D2, D3, D4, D5, TAAR1

Drug.agonists

Direct: apomorphine, bromocriptineIndirect: cocaine, amphetamine, methylphenidate

Drug.antagonists

Neuroleptics, metoclopramide, domperidone

Drug.precursor

Phenylalanine, tyrosine, and L-DOPA

Drug.biosynthesis

DOPA decarboxylase

Drug.metabolism

MAO, COMT

Drug.CAS_number

51-61-6

Drug.CAS_supplemental

(hydrochloride)

via Wikipedia infobox

Chemical data

Formula

C8H11NO2

Molecular weight

153.18 g/mol

IUPAC name

4-(2-aminoethyl)benzene-1,2-diol

SMILES

C1=CC(=C(C=C1CCN)O)O

InChIKey

VYFYYTLLBUKUHU-UHFFFAOYSA-N

XLogP

-1

Polar surface area

66.5 Ų

H-bond donors

3

H-bond acceptors

3

Formal charge

0

via PubChem

Drug data · ChEMBL

Max clinical phase

Approved

Molecule type

Small molecule

First approval

1974

Admin. routes

parenteral

Indications

cardiovascular disease, diabetes mellitus, heart failure, septic shock

via ChEMBL · EBI

• Dopamine, Updated: Reward Prediction Error and Beyond.ReviewCurrent opinion in neurobiology · 2021Lerner TN, Holloway AL, Seiler JLDOI: 10.1016/j.conb.2020.10.012
• Dopamine in schizophrenia: a review and reconceptualization.ReviewThe American journal of psychiatry · 1991Davis KL, Kahn RS, Ko G et al.DOI: 10.1176/ajp.148.11.1474
• Multiple dopamine functions at different time courses.ReviewAnnual review of neuroscience · 2007Schultz WDOI: 10.1146/annurev.neuro.28.061604.135722
• Imaging dopamine's role in drug abuse and addiction.ReviewNeuropharmacology · 2009Volkow ND, Fowler JS, Wang GJ et al.DOI: 10.1016/j.neuropharm.2008.05.022
• The debate over dopamine's role in reward: the case for incentive salience.ReviewPsychopharmacology · 2007Berridge KCDOI: 10.1007/s00213-006-0578-x
• How dopamine guides our social world.ReviewPharmacological reviews · 2025Padilla-Coreano N, Martínez-Rivera FJDOI: 10.1016/j.pharmr.2025.100085
• Dopamine Modulation of Motor and Sensory Cortical Plasticity among Vertebrates.ReviewIntegrative and comparative biology · 2021Macedo-Lima M, Remage-Healey LDOI: 10.1093/icb/icab019
• Dopamine as an endogenous regulator of innate immunity in sepsis.ReviewFrontiers in immunology · 2025Wang H, Kang R, Tang DDOI: 10.3389/fimmu.2025.1625368

via PubMed

Wikidata facts

Has part

oxygen

Mass

153.079

Manufacturer

Pfizer

Said to be same as

Dopamine

Has use

medication

via Wikidata · CC0